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C3618

Cetirizine dihydrochloride

Name: Cetirizine dihydrochloride
Brand: SIGMA

≥98% (HPLC), histamine H1-receptor antagonist, powder

Synonym(s):

[2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid dihydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₂₅ClN₂O₃ · 2HCl

CAS Number:

83881-52-1

Molecular Weight:

461.81

UNSPSC Code:

12352200

PubChem Substance ID:

329775040

NACRES:

NA.77

MDL number:

MFCD00941428

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

Storage condition:

desiccated

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Product Name

Cetirizine dihydrochloride, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H₂O: 5 mg/mL, clear

relevant disease(s)

allergies

SMILES string

OC(COCCN1CCN(C(C2=CC=C(Cl)C=C2)C3=CC=CC=C3)CC1)=O.[H]Cl.[H]Cl

InChI

1S/C21H25ClN2O3.2ClH/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26;;/h1-9,21H,10-16H2,(H,25,26);2*1H

InChI key

PGLIUCLTXOYQMV-UHFFFAOYSA-N

Gene Information

human ... HRH1(3269)

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Bioactive Small Molecules

Application

Cetirizine dihydrochloride has been used as an antagonist for histamine receptors H1 in HSDSEAP (poly) clonal cells derived from human embryonic kidney HEK-293 cells. It has also been used as a ligand in the crystallization of equine serum albumin cetirizine complex.

Biochem/physiol Actions

Cetirizine is a racemic mixture of (R)-levocetirizine and (S)-dextrocetirizine. It exists as a zwitterion at acidic pH and gets absorbed by passive diffusion. Cetirizine is a prescribed drug for allergic rhinitis and chronic idiopathic urticaria.

Cetirizine hydrochloride is a non-sedating type histamine H1-receptor antagonist.

Cetirizine hydrochloride is an orally active and selective H1-receptor antagonist. Antihistaminic; Piperazines. Non-sedating type histamine H1-receptor antagonist; major metabolite of hydroxyzine. Pharmacological activity resides primarily in the (R)-isomer.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

GHS07

signalword

Warning

hcodes

H302

pcodes

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number

0000447889

0000435030

0000435029

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A designer cell-based histamine-specific human allergy profiler

Auslander D, et al.

Nature Communications, 5, 4408-4408 (2014)

Crystal structure of equine serum albumin in complex with cetirizine reveals a novel drug binding site

Handing K, et al.

Molecular Immunology, 71, 143-151 (2016)

Compared pharmacological characteristics in humans of racemic cetirizine and levocetirizine, two histamine H1-receptor antagonists

Tillement JP, et al.

Biochemical Pharmacology, 66(7), 1123-1126 (2003)

A trial of adding Lactobacillus johnsonii EM1 to levocetirizine for treatment of perennial allergic rhinitis in children aged 7-12 years.

Ko-Haung Lue et al.

International journal of pediatric otorhinolaryngology, 76(7), 994-1001 (2012-04-20)

Supplementary consumption of probiotics may temporarily alter the intestinal microflora of infants and children, thereby preventing and treating allergic disorders. To compare the clinical efficacy of levocetirizine with that of levocetirizine plus Lactobacillus johnsonii EM1 (Lj EM1) for treating perennial

Blood distribution of levocetirizine, a new non-sedating histamine H1-receptor antagonist, in humans.

Françoise Bree et al.

Fundamental & clinical pharmacology, 16(6), 471-478 (2003-04-11)

The aim of the present study was to determine (1) the extent of levocetirizine binding to human blood cells, plasma and individual plasma proteins; (2) the parameters for levocetirizine binding to individual plasma proteins both at their physiological concentrations and

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Global Trade Item Number

SKU	GTIN
C3618-250MG	04061832081557
C3618-50MG	04061833486054

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